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Malononitrile → Methyl 3-(dicyanomethyl)tetrahydrofuran-3-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Malononitrile | HCID 8010 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | Methyl 3-bromotetrahydrofuran-3-carboxylate | HCID 66653660 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Methyl 3-(dicyanomethyl)tetrahydrofuran-3-carboxylate | HCID 86689276 | — |
反応手順
440 mg (11.00 mmol) of sodium hydride (60% in mineral oil) were initially charged in 30 ml of THF, and 726 mg (11.00 mmol) of malononitrile were added in portions. Thereafter, 2.3 g (11.00 mmol) of the compound obtained in example 11A in THF (50 ml) were added. The mixture was stirred at RT for 6 h and then heated to 50° C. overnight. After cooling, the mixture was admixed with saturated aqueous sodium hydrogencarbonate solution and extracted three times with ethyl acetate. The combined organic phases were washed with saturated aqueous sodium chloride solution and then dried over sodium sulfate, filtered and concentrated. The residue (2.66 g) was dried under high vacuum for 1 h and then converted without further purification.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08765769B2 |
| 出典データセット | uspto-grants-2014_07 |
| ORD ID | ord-9e968955856e4e3fabd83b50d7d5a609 |
| 出典メモ | uspto-grants-2014_07 |